Admissions

Our Priority Application period runs from August 1st to November 15th. Due to limited seating, we will evaluate applications submitted after the priority deadline on a rolling basis.

Connect with us!

  • Express Interest

    Email our admissions team and we will contact you to provide more information about our school!

    Express Interest

  • Attend an Open House

    Each fall, we host a joyful open house for prospective parents and students. Ask all your questions, meet faculty, and connect with other parents!

    Open House

  • Shadow a Student

    Come experience a day in the life at Chesterton Academy! Half-day and full-day shadow experiences are available.

    Shadow

  • Apply to Enroll

    Once we receive your online application in TADS, our Manager of Admissions will reach out to assist in scheduling your placement exam and a meeting with our headmaster.

    Apply Now

An Affordable Education

Chesterton Academy is committed to offering an outstanding high school education at an affordable cost to families. Because tuition does not cover the full cost of an education at Chesterton, families are expected to volunteer and support our school’s fundraising efforts.

  • Our current tuition for the 2025-2026 school year is $10,550 per student.

    Tax Deduction
    Parents/guardians are eligible for a maximum Wisconsin state income tax deduction of $10,000 per child in grades 9-12 for eligible payments made during the calendar year, regardless of income. If your student moves from 8th grade to high school in the same tax year, you may claim both elementary and high school tuition expenses for that tax year up to $10,000.

  • Tuition assistance is available to families who apply and qualify. Chesterton Academy utilizes the services of TADS to help us allocate fairly our limited aid dollars. An admissions application must be completed before being considered for aid. To complete the financial aid assessment, click below and select Chesterton Academy of Milwaukee, Menomonee Falls.

    APPLY FOR AID

    Applications for financial aid for the 2026-2027 school year are due December 5, 2025. 

  • Chesterton Academy of Milwaukee participates in the WPCP. Our participation in this program does not change our religious and classical identity, mission, and integrated Catholic curriculum. Our application process of clearly identifying standards and expectations remains unchanged. The WPCP open application period runs from the 1st weekday in February to the 3rd Thursday in April.

    LEARN MORE

Attend an Open House

Join us for our annual Open House, a time where your family can explore our campus, meet dedicated teachers, and experience the joy and purpose that shape daily life at Chesterton. Explore how our Christ-centered education prepares students for a life of faith, service, and learning!

Register Now

Frequently Asked Questions

  • Chesterton Academy of Milwaukee received our Catholic school designation on June 20, 2019. We are most humbled and grateful for this recognition.

    Chesterton Academy is part of the greater community of Catholic schools in the Archdiocese while maintaining our unique, classical identity, curriculum, and pedagogy. Recognized by our Archbishop, we can strengthen our connection to Catholic grade schools, high schools, parishes, priests, religious, and all the faithful as we pursue our mission to educate young people in the Catholic, classical, liberal arts tradition. We seek to conform students’ intellect and will to Jesus Christ. Chesterton Academy’s mission will be an important addition to the work of the other Catholic high schools in the Archdiocese.

  • The school day at Chesterton Academy of Milwaukee is from 7:45 a.m. to 3:15 p.m., with flexible times for student drop off and pick up. Students begin each school day with an all-school assembly followed by Mass at 8:00 a.m. on campus, at St. Anthony the Hermit Catholic Church. Students have regular opportunities for confession, individual spiritual direction and Adoration of the Blessed Sacrament.

  • Chesterton Academy welcomes transfer students each year who come from public, private, homeschool, and online high school environments. Our Academic Dean works closely with each transfer student to ensure their success as they transition to Chesterton.

  • Our students come from a wide range of educational backgrounds, including parochial K-8 schools, public schools, charter schools, homeschool, and online high schools.

  • We build the class schedule to include three free periods per week to accommodate our students. They may use this time to study or to take a break as needed.

  • Ladies:

    • White short-sleeve or long-sleeve oxford shirt

    • Navy pleated skirt

    • Navy knee-highs

    • Solid black/brown dress flat shoes

    • Navy V-neck sweater vest or long-sleeve pullover sweater with school monogram (optional)

    • Navy blazer with school monogram

    Gentlemen:

    • White short-sleeve or long-sleeve oxford shirt

    • Khaki flat or pleated-front pants

    • Crew socks

    • Solid black leather dress shoe (various options)

    • Navy V-neck sweater vest or long-sleeve pullover sweater with school monogram (optional)

    • Navy blazer with school monogram

    • Gold/navy striped tie

    • Black belt

  • Students bring their own cold lunch and may use school microwave to heat meals. Additionally, we have catered hot lunch days throughout the school year for students to enjoy.

  • On the first day of school, new students are assigned by the headmaster and are welcomed by their new housemates. Once a house has been chosen, the student and their family will remain in that house until they graduate.

  • Chesterton students are required to read one classical work over the summer each year. Reading assignments are shared ahead of time with students to order books and prepare.

  • We release a school supply list each July.